Phosgene → 8-chlorodibenz[b,f][1,4]thiazepine-10(11H)-carbonyl chloride

HRID 1707650Notes

Reaction equation

HRID 1707650 reaction equation
[C:1]([Cl:4])(Cl)=[O:2].[Cl:5][C:6]1[CH:20]=[CH:19][C:9]2[S:10][C:11]3[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=3[CH2:13][NH:14][C:8]=2[CH:7]=1.C(N(CC)CC)C>O1CCCC1>[Cl:5][C:6]1[CH:20]=[CH:19][C:9]2[S:10][C:11]3[CH:18]=[CH:17][CH:16]=[CH:15][C:12]=3[CH2:13][N:14]([C:1]([Cl:4])=[O:2])[C:8]=2[CH:7]=1

Participants

5

Reactant 3

HCID 6371PhosgeneHCID 8471TriethylamineHCID 542201108-Chloro-10,11-dihydrodibenzo[b,f][1,4]thiazepine

Product 1

HCID 229217168-chlorodibenz[b,f][1,4]thiazepine-10(11H)-carbonyl chloride

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

To a cold (ice-H2O bath), stirred solution of phosgene (1.93M in toluene; 8.6 mL) in anhydrous tetrahydrofuran (40 mL) under a nitrogen atmosphere is added, dropwise, a solution of the product of Example 104 (8-chloro-10,11-dihydrodibenzo[b,f][1,4]thiazepine) (2.00 g) and triethylamine (1.3 mL) in anhydrous tetrahydrofuran (30 mL). The resulting mixture is stirred at room temperature for 90 minutes, and the solvent is then evaporated in vacuo to provide the title product.

Workup

  1. additionis added
  2. customthe solvent is then evaporated in vacuo

Sources & evidence

ORD record
ord-a7791d8f8ad94dac93a51d96ca426dcc
Source dataset
uspto-grants-1994_10
Patent number
US05354747

Reaction notes

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